Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Furan | HCID 8029 | — |
| Reactant | Chloroacetic anhydride | HCID 10946 | — |
| Reactant | 8-Methoxy-8-oxooctanoic acid | HCID 554191 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 573556 | HCID 573556 | 92.3% |
Reaction Steps
In 50 ml of toluene were dissolved 9.41 g (0.05 mole) of suberic acid monomethyl ester and 9.83 g (0.0575 mole) of monochloroacetic anhydride. To the resulting solution were added 4.43 g (0.065 mole) of furan and 0.71 g of boron trifluoride-diethyl ether complex and the resulting mixture was then stirred at 50° C. for 6 hours. After completion of the reaction, the reaction solution was cooled and washed successively with of water, 5% aqueous sodium carbonate solution and water. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure and the resulting concentrated residue was purified by silica gel-filled column chromatography to obtain 11 g of 2-(7-methoxycarbonyl-1-oxoheptyl)furan.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04812585 |
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| Source dataset | uspto-grants-1989_03 |
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| ORD ID | ord-557ab431b336432d95f91da311cd583b |
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| Source note | uspto-grants-1989_03 |
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